Mailbag Monday is back and Jared tackles three big listener dilemmas: a boyfriend who calls Ozempic “the lazy way out” and what real support should look like, whether you should bother driving an hour to return an ex’s clothes or set a pickup window and move on, and the difference between a workplace dopamine crush and a stale five-year relationship that needs an honest timeline. Along the way, he talks about good noise, why “hope isn’t a plan,” and how to set clear boundaries that protect your peace!

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Jared breaks down The Golden Bachelor Episode 3, where carnival chaos meets reality TV drama. From Peg’s authenticity to Mel Schreiber’s big personality, Jared dives into the relationships taking shape and the influencer culture brewing behind the scenes. He recaps the group date photo shoot, the awkward lemon bars moment, and the emotional eliminations that follow. Tune in for sharp insights, laughs, and Jared’s takes!

It’s Pop Culture Thursday, which means Jared dives into Page Six and lets the riffs fly. He breaks down the “snub or not” moment between Charlize Theron and Johnny Depp at Paris Fashion Week, then pitches the rom-com we all deserve: Lana Del Rey and her alligator wrangler husband taking on haute couture. Jared questions why Travis Kelce gets boyfriend bonus points for spending his birthday at Taylor’s movie premiere and contrasts the vibes and fans of Taylor Swift versus Charli XCX amid that “actually romantic” dust-up. He talks about Amy Schumer’s very public Mounjaro journey and how the internet bullies celebrities into over-explaining. Finally, he weighs in on the “very real” PDA tour of Sydney Sweeney and Scooter Braun and why people seem weirdly suspicious of her every move!

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We’re joined this week by money expert Ashley Feinstein Gerstley, also known as The Fiscal Femme, to make finance feel more human and a little fun. Ashley introduces her concept of “money parties,” judgment-free check-ins that help couples replace surprise arguments with calm, productive talks about spending and saving. They break down common relationship flashpoints like convenience splurges, shared expenses, and what actually counts as a red flag in money talk, such as control or avoidance. Listener questions cover everything from vacation budgets to bachelorette trips gone sideways. Check out Ashley’s two books, The 30-Day Money Cleanse and Financial Adulting!

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Jared checks in from Los Angeles for another Ticked Off Tuesday, ready to turn everyday annoyances into comedy gold. First up is the chaos of calling his parents, where a simple “hello” takes a full minute, and his mom somehow “merges” calls she can’t even answer properly. Then it’s on to breakfast at a very L.A. café, where Jared resists two heavenly slices of baguette and butter and declares that bread should be opt-in, not automatic sabotage. Listener complaints follow, including a massage that skipped the back entirely, Target mobile orders with no straws, kids splashing in the adults-only jacuzzi, and a neighbor who won’t stop “helping” with parallel parking. Whether it’s phones, food, or unsolicited advice, Jared finds the funny in frustration and makes you feel a little less alone in your own petty grievances!

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 Jared checks in from Los Angeles for Mailbag Monday, hiccup and all, and dives into two juicy advice emails. First up, a 33-year-old New Yorker ditched Pilates for a regular gym to meet men, and Jared gently argues for joy over geography: build community where you actually like being, then let that tribe expand your dating world. He still tosses a couple of easy openers for gym-floor small talk, but the real play is Pilates night out and friend-of-a-friend intros. Next, a 25-year-old worries her boyfriend fails “dad 101” because he won’t scoot over in bed and forgets the dog’s water bowl, and Jared reframes it as pre-engagement nerves and a negotiation problem, not a morality play. Use “I” statements, trade lists, and aim for partnership instead of courtroom wins. If you’ve got dating drama, family friction, or friendship static, send it in and let Jared give it the thoughtful once-over!

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New Rose Rehash! Listen to Jared's full recap here 👉 https://youtu.be/pnwsiYV7PMk In this episode, Jared brings his signature Bachelor Scream from Instagram straight to YouTube and follows it up with a full Golden Bachelor recap. This week’s episode is extra special. Jared makes his debut on the show as part of the big roast date! From early house drama to Debbie’s emotional one-on-one, Jared breaks down all the standout moments with humor and honesty. Stick around for his roses and thorns, behind-the-scenes stories, and plenty of screaming at the TV

This week on Pop Culture Thursday, Jared unpacks Keith Urban and Nicole Kidman’s marriage, a fashion face-off between Lauren Sanchez and Sydney Sweeney, and Barron Trump’s surprising date. Jared also covers Lionel Richie’s book talk flop, Taylor Swift’s viral wedding speech, Selena Gomez’s understated nuptials, and Jay Cutler’s DUI. From relationships to fashion to messy headlines, this episode proves that pop culture is always entertainment at its finest!

Support the show and get 10% off your Hero Bread order with code JTRAIN at https://www.hero.co 

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Jared Freid sits down with Rory Uphold, author of A Final Girl’s Guide to the Horrors of Dating. They dive into the challenges of modern dating, from awkward app encounters to the importance of accountability and self-worth in relationships. Rory explains how the “final girl” of horror films mirrors the resilience needed in today’s dating culture, sharing personal stories along the way. The conversation highlights why in-person connections, honesty, and personal growth are key to navigating the dating world. Go buy Rory's book and remember, JTRAIN15 at checkout for a discount 🙌 👉 https://roryupholdshop.com/collections/the-final-girls-guide

Support the show and get 10% off your Hero Bread order with code JTRAIN at https://www.hero.co 

Go to https://OmahaSteaks.com to get 50% off sitewide, plus an extra 20% off select favorites and more limited-time deals during their Early Black Friday Sale. And use Promo Code JTRAIN at checkout for an extra $35 off. Minimum purchase may apply. See site for details. A big thanks to our advertiser, Omaha Steaks!

On this Ticked Off Tuesday episode, Jared takes on listener complaints that everyone can relate to. From the chaos of group trip planning to the endless debate over tipping, no frustration is too small to unpack. Jared also tackles the stigma around e-bikes and the lack of common courtesy in the workplace when it comes to staying healthy. To settle the tipping debate once and for all, he calls up his friend Keith, a bartender with insider knowledge. Be sure to listen to the end to hear Keith's ruling on tipping!

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